Ashland holiday rentals

We found 105 holiday rentals — enter your dates for availability
Discover a selection of 9 apartments and other holiday rentals in Ashland that are perfect for your trip. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as a garden and pool. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Head to the theatrical city of Ashland

The area's theatre scene and live music are just some of the reasons to come on holiday to Ashland. Renowned for its football matches, gardens and university setting, this city welcomes all visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Ashland

Are you looking for top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that makes Ashland a one-of-a-kind holiday spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • James River Cellars Winery (3.9 mi / 6.3 km)
  • Kings Dominion (5.8 mi / 9.3 km)
  • Richmond Raceway (11.6 mi / 18.7 km)
  • Country Club of Virginia (13.3 mi / 21.4 km)
  • Mattaponi Springs Golf Club (14.7 mi / 23.7 km)
  • Libby Hill Park (16.3 mi / 26.3 km)

Exploring the natural landscape of Ashland

Whether you're an active traveller or just want to spend some time taking in the scenery, Ashland is a great spot to appreciate mother nature. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Lewis Ginter Botanical Garden (9.5 mi / 15.3 km)
  • Maymont Park (15.4 mi / 24.8 km)
  • James River (15.8 mi / 25.4 km)
  • Libby Hill Park (16.3 mi / 26.3 km)
  • Virginia Capital Trail: Richmond Trailhead (16.4 mi / 26.4 km)
  • Dorey Park (21.5 mi / 34.7 km)

Transport options to and around Ashland

Fly into Richmond, VA (RIC-Richmond Intl.), the closest airport, located 19.1 mi (30.7 km) from the city centre.

If you'd rather travel by train, the main station serving the city is Ashland Station.

Frequently asked questions

What is the best area to stay in Ashland when booking a holiday rental?
When considering a holiday rental in Ashland, Virginia, a popular area to stay is near the charming downtown district. This area is known for its quaint atmosphere and offers a variety of properties, allowing visitors to choose from cosy cottages to modern apartments. The downtown vicinity is particularly appealing due to its proximity to several local attractions, such as the historic Ashland Theatre, which often hosts performances and events, and the lovely Ashland Museum, where you can learn about the town's rich history.Another great option is to look for rentals near the scenic Lake Caroline. This area not only provides a peaceful retreat with beautiful views but also offers outdoor activities like fishing and hiking. Staying in this part of Ashland allows you to enjoy nature while being just a short drive from the vibrant downtown, making it an ideal spot for families or couples seeking both relaxation and entertainment.
What is the most popular type of holiday rental accomodation in Ashland?
In Ashland, apartments and holiday houses are both popular types of holiday rentals, with several options available throughout the area. These rentals are typically situated in charming neighbourhoods, providing easy access to local attractions and amenities. Most apartments feature fully equipped kitchens, comfortable living spaces, and some even offer private balconies for enjoying the scenic views.Holiday houses, on the other hand, cater well to families or groups, often boasting multiple bedrooms, ample living areas, and outdoor spaces such as gardens or patios for relaxation.
Are there any family house rentals in Ashland?
In Ashland, Virginia, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area is known for its charming small-town atmosphere and proximity to attractions, such as the scenic Lake Ashland and the historic downtown, where visitors can enjoy quaint shops and local eateries.Many of the homes feature spacious living areas, fully equipped kitchens great for preparing family meals, and outdoor spaces for children to play and explore. Additionally, amenities like Wi-Fi and air conditioning are typically included to ensure a comfortable stay.For families looking to immerse themselves in local culture, the nearby Virginia Museum of Fine Arts and the beautiful parks in the region offer plenty of opportunities for fun and education.
Are there any remote work holiday rentals in Ashland?
In Ashland, Virginia, there are several remote work-friendly holiday rentals available, catering specifically to those who need to balance work and leisure. Many of these properties come equipped with essential amenities such as free Wi-Fi, dedicated desk spaces, and comfortable office setups, ensuring a productive environment during your stay.The charming town of Ashland is known for its vibrant community and proximity to scenic attractions, making it an ideal location for remote workers. You can explore local parks, quaint shops, and delightful dining options during your downtime. Additionally, the area offers a tranquil atmosphere that can enhance both your work and relaxation experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Ashland?
In Ashland, popular rental amenities include kitchens, which allow guests to prepare their own meals, and comfortable living spaces for relaxation. Many properties also feature decks or patios, providing outdoor areas to enjoy the pleasant Virginia weather. Families will appreciate the availability of books specifically for children, making it easier to entertain younger guests. Additionally, many rentals come equipped with coffee and tea makers, ensuring that guests can start their day with a warm beverage.
When is the best time to visit Ashland for a holiday rental?
The best time to book a holiday rental in Ashland is during the vibrant summer months, particularly in July when the town comes alive with a host of activities and events. From June through August, visitors flock to this charming Virginia town to enjoy its warm weather, ideal for outdoor adventures and cultural experiences.During this peak season, you can expect daytime temperatures to hover around the mid to high 20s Celsius, providing a superb backdrop for exploring the lush parks, quaint downtown shops, and historic sites. The annual Virginia Shakespeare Festival takes centre stage in July, drawing theatre enthusiasts from all around and offering a unique cultural experience under the stars.If you're looking for a more budget-friendly time to visit, consider November, when the town is quieter and the fall foliage creates a stunning display. This month allows for peaceful walks through the scenic countryside, as well as the opportunity to enjoy local dining without the hustle and bustle of peak season.Ultimately, whether you prefer the energetic summer atmosphere filled with events or the serene beauty of autumn, Ashland has something to offer every type of traveller.
What are the top attractions in Ashland?
In Ashland, Virginia, visitors can enjoy a range of attractions that reflect the town's charming character. The historic downtown area is a highlight, featuring quaint shops, local eateries, and the lovely Ashland Town Centre, which often hosts events and markets. The town is also known for its proximity to the Virginia Commonwealth University campus, where cultural events and performances are frequently held.Nature enthusiasts will appreciate the nearby Lake Anna State Park, which offers opportunities for hiking, fishing, and picnicking along its scenic waterfront. The Ashland Museum provides insightful exhibits on the town's history, making it a great stop for those interested in local heritage.Additionally, the annual Ashland Strawberry Faire is a popular event, celebrating the local community with crafts, food, and entertainment, providing a delightful experience for visitors during the spring season.
Are all fees included in the Ashland holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Ashland holiday homes with parking?
Stayz offers a wide selection of holiday homes in Ashland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Ashland holiday homes?
You can find great discounts on holiday homes in Ashland on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Ashland holiday home booking on Stayz?
To find Ashland holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Ashland?
A long-stay holiday home in Ashland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Ashland holiday home?
Book your Ashland holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Ashland?
Prices for holiday homes in Ashland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Ashland to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.